1,3-Thiazole-2-carbaldehyde → N2-(3-Cyclopropyl-phenyl)-N6-thiazol-2-ylmethyl-4H-benzo[d][1,3]oxazine-2,6-diamine

HRID 1695678Notes

Reaction equation

HRID 1695678 reaction equation
[CH:1]1([C:4]2[CH:5]=[C:6]([NH:10][C:11]3[O:12][CH2:13][C:14]4[CH:20]=[C:19]([NH2:21])[CH:18]=[CH:17][C:15]=4[N:16]=3)[CH:7]=[CH:8][CH:9]=2)[CH2:3][CH2:2]1.[CH:22]([C:24]1[S:25][CH:26]=[CH:27][N:28]=1)=O>>[CH:1]1([C:4]2[CH:5]=[C:6]([NH:10][C:11]3[O:12][CH2:13][C:14]4[CH:20]=[C:19]([NH:21][CH2:22][C:24]5[S:25][CH:26]=[CH:27][N:28]=5)[CH:18]=[CH:17][C:15]=4[N:16]=3)[CH:7]=[CH:8][CH:9]=2)[CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 27349031,3-Thiazole-2-carbaldehydeHCID 59231769N2-(3-cyclopropyl-phenyl)-4H-benzo[d][1,3]oxazine-2,6-diamine

Product 1

HCID 59231801N2-(3-Cyclopropyl-phenyl)-N6-thiazol-2-ylmethyl-4H-benzo[d][1,3]oxazine-2,6-diamineYield 46.1%

Procedure

Prepared from N2-(3-cyclopropyl-phenyl)-4H-benzo[d][1,3]oxazine-2,6-diamine (158 mg, 0.57 mmol) and 2-formylthiazole (70 mg, 0.62 mmol) according to the procedure described for example 88. Obtained the title compound as a yellow foam (99 mg, 46%), MS (ISP) m/e=377.2 [(M−H)+].

Sources & evidence

ORD record
ord-e18b3eb7a20f4212b9d93d8436dfcdf1
Source dataset
uspto-grants-2012_04
Patent number
US08163740B2

Reaction notes

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